$149 Find Cheap Flights from Greenville to Caribbean Islands

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Greenville to Caribbean Islands departing on 9/15. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Caribbean Islands

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Greenville to Caribbean Islands, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Greenville to Caribbean Islands, as well as popular online travel agencies
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Flight Deals

Cheap Flights from Greenville to Caribbean Islands

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta Cana1 stop$536
Santo Domingo
Santo Domingo1 stop$560
Montego Bay
Montego Bay1 stop$352
Oranjestad
Oranjestad1 stop$621
Nassau
Nassau1 stop$532
Kingston
Kingston1 stop$698
Simpson Bay
Simpson Bay2 stops$642
Providenciales
Providenciales1 stop$629
Port of Spain
Port of Spain1 stop$596
George Town
George Town1 stop$661
Willemstad
Willemstad2 stops$829
Aguadilla
Aguadilla1 stop$819
St. John's
St. John's2 stops$858
Punta Cana
Punta Cana1 stop$536
Santo Domingo
Santo Domingo1 stop$560
Montego Bay
Montego Bay1 stop$352
Oranjestad
Oranjestad1 stop$621
Nassau
Nassau1 stop$532
Kingston
Kingston1 stop$698
Simpson Bay
Simpson Bay2 stops$642
Providenciales
Providenciales1 stop$629
Port of Spain
Port of Spain1 stop$596
George Town
George Town1 stop$661
Willemstad
Willemstad2 stops$829
Aguadilla
Aguadilla1 stop$819
St. John's
St. John's2 stops$858

Book Cheap Greenville to Caribbean Islands Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Greenville to Caribbean Islands that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Greenville to Caribbean Islands

Fri, Aug 28 - Fri, Sep 4
Multiple Airlines Logo
6:41 pm - 3:58 pm
GSP
-
SJU
21h 17m
1 stop
Multiple Airlines Logo
6:00 am - 2:56 pm
SJU
-
GSP
8h 56m
1 stop
$313Multiple Airlines
Thu, Aug 13 - Wed, Aug 19
Multiple Airlines Logo
8:37 am - 4:05 pm
GSP
-
SJU
7h 28m
1 stop
Multiple Airlines Logo
6:00 am - 7:57 am
SJU
-
GSP
25h 57m
1 stop
$315Multiple Airlines
Thu, Aug 13 - Wed, Aug 19
Southwest Logo
1:05 pm - 11:50 pm
GSP
-
SJU
10h 45m
2 stops
Southwest Logo
11:50 am - 8:55 pm
SJU
-
GSP
9h 05m
2 stops
$340Southwest
Fri, Nov 27 - Thu, Dec 3
American Airlines Logo
6:00 am - 12:42 pm
GSP
-
MBJ
6h 42m
1 stop
American Airlines Logo
2:02 pm - 11:59 pm
MBJ
-
GSP
9h 57m
1 stop
$352American Airlines
Mon, Aug 17 - Tue, Aug 25
American Airlines Logo
7:05 pm - 11:42 am
GSP
-
MBJ
17h 37m
2 stops
American Airlines Logo
5:08 pm - 11:22 am
MBJ
-
GSP
17h 14m
2 stops
$357American Airlines
Mon, Aug 17 - Mon, Aug 24
Delta Logo
6:55 am - 1:34 pm
GSP
-
STT
6h 39m
1 stop
Delta Logo
2:49 pm - 10:59 pm
STT
-
GSP
8h 10m
1 stop
$530Delta
Tue, Jul 14 - Fri, Jul 24
United Airlines Logo
7:00 am - 1:47 pm
GSP
-
NAS
6h 47m
1 stop
United Airlines Logo
12:35 pm - 11:34 pm
NAS
-
GSP
10h 59m
1 stop
$548United Airlines
Wed, Jun 24 - Mon, Jun 29
Southwest Logo
7:00 am - 6:30 pm
GSP
-
NAS
11h 30m
2 stops
Southwest Logo
8:45 am - 10:50 pm
NAS
-
GSP
14h 05m
2 stops
$569Southwest
Sun, Jul 19 - Mon, Jul 27
Delta Logo
5:44 am - 2:23 pm
GSP
-
STT
8h 39m
1 stop
Delta Logo
1:21 pm - 9:31 pm
STT
-
GSP
8h 10m
1 stop
$605Delta
Thu, Jun 18 - Thu, Jun 25
United Airlines Logo
6:30 am - 10:46 pm
GSP
-
SDQ
16h 16m
1 stop
United Airlines Logo
3:20 pm - 11:44 pm
SDQ
-
GSP
8h 24m
1 stop
$690United Airlines
Booking Insights

KAYAK's insights & trends for Greenville to Caribbean Islands flights

Get data-powered insights and trends into flights from Greenville to Caribbean Islands to help you find the cheapest flights, the best time to fly and much more.

Can I save money by flying with a layover from Greenville to Caribbean Islands?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $341, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from Greenville to Caribbean Islands?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Greenville to Caribbean Islands, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Greenville to Caribbean Islands is March, when tickets cost $114 (return) on average. On the other hand, the most expensive months are October and July, when the average cost of round-trip tickets is $475 and $461 respectively.

How far in advance should I book a flight from Greenville to Caribbean Islands?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Greenville to Caribbean Islands, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Greenville to Caribbean Islands, you should book around 6 weeks before departure, which saves you about 16% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 19 weeks before departure.

Good to know

Low seasonSeptember
Cheapest flight$149
Best time to beat the crowds with an average 13% drop in price.
Most popular time to fly with an average 10% increase in price.
Flight from Greenville to San Juan

FAQs - booking Caribbean Islands flights

  • How does KAYAK find such low prices on flights from Greenville to Caribbean Islands?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Greenville to Caribbean Islands.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Greenville to Caribbean Islands?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Greenville to Caribbean Islands is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Greenville to Caribbean Islands?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Greenville to Caribbean Islands with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Greenville to Caribbean Islands?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Greenville to Caribbean Islands up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airlines flying from Greenville to Caribbean Islands

 
See real verified KAYAK customer reviews for airlines flying from Greenville to Caribbean Islands. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Greenville to Caribbean Islands? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.9
DeltaOverall score based on 8412 reviews
8.5Crew
8.1Boarding
7.2Food
7.8Entertainment
7.8Comfort
Airline reviews

Gate agent was unhelpful for handicapped boarding. Flight attendant seemed untrained.

8.0 Excellentsondra, May 2026
SRQ - LGA
Read more Delta reviews

Gate agent was unhelpful for handicapped boarding. Flight attendant seemed untrained.

No service flight that took 5 hrs and a stop at an unscheduled airport. Crew and pilots did their jobs

Clean planes and not take my comfort class seat away.

The crew were efficient. The pilots seemed professional. It was a bit chilly in our seats. The sheet provided weren’t very helpful.

Weather caused a long delay, but the efficiency and updates from the pilot were helpful. We were able to make our connection fortunately.

Planes were clean, no water or snacks on either flight.

Free & relatively fast Wi-Fi. Would've liked a wider drink selection.

I continue to be satisfied with Delta’s excellent service out of LGA. The digit id works well and gets me through security in no time. Whenever possible, I choose Delta.

Was revoked with Jet Blue due to delay from Kenya Air

The Boarding process was great. Particularly since my wife and I require assistance. The flight attendants were amazing. We travel frequently; they honestly were a cut above. 😀

They made nearly everyone check their bag because the overhead bins are way too small. Extremely inconvenient

Delayed delayed. Poor professionalism. Our seats changed and we pay for them

Was put into a seat right behind the toilet that had no entertainment possible but did have plenty of leg room over noisy part of plane.

B-class on an old plane with antiquated amenities and poor service. Landed in Rome w/o bag that didn’t make the connection (plenty of time in London). Bag will come to hotel NOT the day it lands but the following night!! Still waiting for bag…BA had nothing to offer in support and couldn’t even tell me their comp, told to submit receipts and then I’ll learn what is or isn’t covered.

Movies on my phone are great. It would be nice to have a gluten free snack option.

It was what i expected. I like the movies you can access from your phone. It would be nice if there was a gluten free snack offered. But I did bring my own snack knowing there would not be a gluten free option

The flight was peaceful, just s slight turbulence, pilots and crews were all nice and made a great job! Arrived safely in the Philippines. Thank you ya’ll!

Ontario airport boarding was very easy to park and access, is clean and TSA took 10 minutes total. Check-in was a breeze and cruise was very nice.

American Airlines II: Delay Boogaloo. Multiple gate changes, delays, boarded and then MORE delays. I hate to say this won’t matter, but posting stuff about major corporations in 2026 is a post-modern “scream into the void.” Was multiple hours late coming home, so there you go.

Awful, tons of delays, I got into Chicago multiple hours late meaning I hit the very traffic I tried so desperately to avoid. Just empty apologies from American Airlines text alerts. Trash behavior from a trash airline.

Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports